JPS57128639A - Preparation of alpha-thujene - Google Patents

Preparation of alpha-thujene

Info

Publication number
JPS57128639A
JPS57128639A JP56014762A JP1476281A JPS57128639A JP S57128639 A JPS57128639 A JP S57128639A JP 56014762 A JP56014762 A JP 56014762A JP 1476281 A JP1476281 A JP 1476281A JP S57128639 A JPS57128639 A JP S57128639A
Authority
JP
Japan
Prior art keywords
sabinene
alkali metal
primary
secondary amine
thujene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP56014762A
Other languages
Japanese (ja)
Other versions
JPS5829284B2 (en
Inventor
Haruhiko Toda
Moriaki Higo
Hitoshi Saga
Masamoto Shinpo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lion Corp
Original Assignee
Lion Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lion Corp filed Critical Lion Corp
Priority to JP56014762A priority Critical patent/JPS5829284B2/en
Priority to FR8201770A priority patent/FR2499064B1/en
Priority to US06/345,430 priority patent/US4374292A/en
Publication of JPS57128639A publication Critical patent/JPS57128639A/en
Publication of JPS5829284B2 publication Critical patent/JPS5829284B2/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
    • C07C5/25—Migration of carbon-to-carbon double bonds
    • C07C5/2506—Catalytic processes
    • C07C5/2562—Catalytic processes with hydrides or organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/172—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with the obtention of a fully saturated alcohol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
    • C07C409/14—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom belonging to a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/14—All rings being cycloaliphatic
    • C07C2602/18—All rings being cycloaliphatic the ring system containing six carbon atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S585/00—Chemistry of hydrocarbon compounds
    • Y10S585/929—Special chemical considerations
    • Y10S585/947—Terpene manufacture or recovery

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

PURPOSE: To obtain α-thujene useful as a raw material for sabinene hydrate useful as a material for perfume, by isomerizing sabinene with an alkali metal and a primary or secondary amine in a specific blending ratio with suppressing side reactions.
CONSTITUTION: In preparing α-thujene by isomerizing sabinene with an alkali metal such as metal lithium, etc. and a primary or secondary amine(preferably ethylenediamine), 1mol sabinene is reacted with 0.2W0.5mol, preferably 0.2W 0.3mol alkali metal and 0.3W0.8mol, preferably 0.4W0.6mol primary or secondary amine. Sabinene is preferably isomerized by using an alkali metal amide obtained by reacting previously the alkali metal with the primary or secondary amine by heating under an atmosphere of air or N2.
COPYRIGHT: (C)1982,JPO&Japio
JP56014762A 1981-02-03 1981-02-03 α-Tsene manufacturing method Expired JPS5829284B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP56014762A JPS5829284B2 (en) 1981-02-03 1981-02-03 α-Tsene manufacturing method
FR8201770A FR2499064B1 (en) 1981-02-03 1982-02-03 PROCESS FOR THE PREPARATION OF A-THYENE
US06/345,430 US4374292A (en) 1981-02-03 1982-02-03 Process for preparing α-thujene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56014762A JPS5829284B2 (en) 1981-02-03 1981-02-03 α-Tsene manufacturing method

Publications (2)

Publication Number Publication Date
JPS57128639A true JPS57128639A (en) 1982-08-10
JPS5829284B2 JPS5829284B2 (en) 1983-06-22

Family

ID=11870084

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56014762A Expired JPS5829284B2 (en) 1981-02-03 1981-02-03 α-Tsene manufacturing method

Country Status (3)

Country Link
US (1) US4374292A (en)
JP (1) JPS5829284B2 (en)
FR (1) FR2499064B1 (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3278623A (en) * 1964-02-19 1966-10-11 Glidden Co Alpha pinene isomerization process and product
US3678119A (en) * 1971-01-18 1972-07-18 Givaudan Corp Acid isomerization of chamigrenes
US3681470A (en) * 1971-01-18 1972-08-01 Givaudan Corp Acid isomerization of thujopsene and novel tricyclic olerinic c15 h24 hydrocarbons formed thereby
US3974103A (en) * 1975-05-12 1976-08-10 Scm Corporation Catalyst for isomerization of alpha-pinene to beta-pinene

Also Published As

Publication number Publication date
US4374292A (en) 1983-02-15
FR2499064B1 (en) 1986-05-30
FR2499064A1 (en) 1982-08-06
JPS5829284B2 (en) 1983-06-22

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